Literature DB >> 12841762

Synthesis of functionalized sulfonamides via 1,3-dipolar cycloaddition of pentafluorophenyl vinylsulfonate.

Stephen Caddick1, Hannah D Bush.   

Abstract

[reaction: see text] An efficient intermolecular 1,3-dipolar cycloaddition of a variety of nitrones to pentafluorophenyl (PFP) vinylsulfonate is described. The transformation produces stable "reversed" cycloadducts of unprecedented stereo- and regioselectivity. Subsequent amine displacement of the PFP moiety furnished functionalized sulfonamide products in good yields.

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Year:  2003        PMID: 12841762     DOI: 10.1021/ol0347388

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Multifunctional monomers based on vinyl sulfonates and vinyl sulfonamides for crosslinking thiol-Michael polymerizations: monomer reactivity and mechanical behavior.

Authors:  Jasmine Sinha; Maciej Podgórski; Sijia Huang; Christopher N Bowman
Journal:  Chem Commun (Camb)       Date:  2018-03-07       Impact factor: 6.222

2.  Inhibition of HIV-1 replication by isoxazolidine and isoxazole sulfonamides.

Authors:  Belinda Loh; Luciano Vozzolo; B James Mok; Chien Chi Lee; Richard J Fitzmaurice; Stephen Caddick; Ariberto Fassati
Journal:  Chem Biol Drug Des       Date:  2010-05       Impact factor: 2.817

  2 in total

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